TY - BOOK ID - 65535152 TI - Total synthesis of indole alkaloids : based on direct construction of pyrrolocarbazole scaffolds via gold-catalyzed cascade cyclizations PY - 2020 SN - 9811586527 9811586519 PB - Springer Singapore DB - UniCat KW - Organic chemistry. KW - Catalysis. KW - Inorganic chemistry. KW - Chemistry. KW - Medicinal chemistry. KW - Pharmaceutical technology. KW - Organic Chemistry. KW - Inorganic Chemistry. KW - Chemistry/Food Science, general. KW - Medicinal Chemistry. KW - Pharmaceutical Sciences/Technology. KW - Physical sciences KW - Pharmaceutical laboratory techniques KW - Pharmaceutical laboratory technology KW - Technology, Pharmaceutical KW - Technology KW - Chemistry, Medical and pharmaceutical KW - Chemistry, Pharmaceutical KW - Drug chemistry KW - Drugs KW - Medical chemistry KW - Medicinal chemistry KW - Pharmacochemistry KW - Chemistry KW - Inorganic chemistry KW - Inorganic compounds KW - Activation (Chemistry) KW - Chemistry, Physical and theoretical KW - Surface chemistry KW - Organic chemistry KW - Indole KW - Chemistry, Inorganic. KW - Synthesis. UR - https://www.unicat.be/uniCat?func=search&query=sysid:65535152 AB - This book explores efficient syntheses of indole alkaloids based on gold-catalyzed cascade cyclizations, presenting two strategies for total synthesis of these natural products based on gold-catalyzed reactions of conjugated diyne or ynamide. The book first describes the total and formal synthesis of dictyodendrins A–F based on direct construction of the pyrrolo[2,3-c]carbazole core using the gold-catalyzed annulation of azido-diynes and protected pyrrole. This synthetic strategy features late-stage functionalization of the pyrrolo[2,3-c]carbazole scaffold at several positions and allows diverse access to dictyodendrins and their derivatives. Secondly, the book discusses the formal synthesis of vindorosine based on the pyrrolo[2,3-d]carbazole construction using the gold-catalyzed cascade cyclization of ynamide. Importantly, the reaction using a chiral gold complex provides the optically active pyrrolo[2,3-d]carbazole. This strategy facilitates the rapid construction of the pyrrolocarbazole core structure of aspidosperma and related alkaloids, including vindorosine. These methodologies can accelerate the medicinal application of pyrrolocarbazole-type alkaloids and related compounds. ER -